Dear Prudence,
I have two daughters, 27-year-old “Lilah” and 20-year-old “Lisa.” Lilah dated “Andrew,” 29, for four years. She was gutted when he broke up with her last year. Lisa recently confessed that she ran into Andrew at a bar, they reconnected, and they’re falling in love. Lisa wants help telling Lilah about their romance. She thinks there’s a chance that Lilah could be happy for them. I’ve tried to explain to Lisa how and why Lilah will be deeply hurt by this, but Lisa (in part due to immaturity) thinks love “should be given a chance.” I don’t know what to do. Lisa has always looked up to Lilah, and maybe this is her trying to emulate her older sister? I am pretty grossed out by Andrew, and I worry about the fallout to my family.
—Mister vs. Sister